A blend of rich cultures, stunning landscapes and relaxed hospitality, Italy is ever the inviting destination for a luxury villa holiday. With a heritage that is not only infused into the pride of the Italian people but evident at every turn, the country’s charms lie in its historically-rooted beauty and sun-kissed landscapes. Let us arrange a hire car to your requirements so you can get our and explore your enthralling surroundings.

Visit ancient archaeological sites and immerse yourself in beguiling culture, or laze and play on pure white sands for an entire week; wherever you choose to stay you’ll be treated to sublime cuisine and sensational scenery that are sure to call you back again and again.

With a diverse portfolio of luxury villas in Italy, our Travel Specialists can talk you through a host of options, whether you’d like to stay in coastal Sicily or the rolling hills of Tuscany. More villas will be added to this page soon – below is just a taster to inspire your travel plans – for more information call our experts today or make an online enquiry now and ask about your perfect Italy villa holiday.

All of our holidays are tailor-made to your requirements by an expert Travel Specialist
The Inspiring Travel Company Team
01244 435 117
Total results: 11
Sort by:

Villa Giuliana could not enjoy a more perfectly Tuscan spot. Set amongst a patchwork of grape vines and olive groves which Tuscany is renowned for, it truly represents that typical dream of Italy. In the heart of the Chianti Classico wine region, this luxurious villa commands the most incredible views - hills topped with cypresses, the vineyards in front and miles of rolling Tuscan countryside as ...

Italy is famous for food, wine and culture - and Tuscany sits at the heart of this world-renowned tradition. Il Cocceto truly makes the most of this heritage, too, sitting as it does at the heart of 500 acres of Trinoro’s award-winning wine estate. Nothing could be more stylish than Il Cocceto. With interiors designed by Ilaria Miani, the combination of rustic and modern, timeless and cutting edge...

Tuscany has been renowned for culture, food and wine, and scenery for hundreds of years - and its international fame is well-earned.  Set deep in the heart of Tuscany, the handsome stone farmhouse of Villa Papavero is the only residence for miles. From here, you can look out over the Valdera region, know for producing complex wines and pig-snuffled truffles, while the town of Lajatico is also near...

Located just a few minutes from the Grand Hotel Tremezzo and yet enjoying a tranquil and secluded location, this six-suite villa boasts magnificent 18th century architecture and a beautiful art collection. The villa itself is an icon in the Lake Como area, having been passed down from generation to generation of one of the most respected and prestigious families in the Lombardy region. A grand and...

Within the grounds of the Rosewood Castiglion del Bosco, the rustic stone walls of Villa Casa Biondi welcome well-heeled families and larger groups into the lap of Tuscan luxury. The villa’s location beside the hotel’s golf course also makes it perfect for golf-lovers. This sophisticated and comfortable five-bedroom haven is spread over two stories and has a separate luxurious pool lodge sat besid...

Located in a private nook of the Rosewood Castiglion del Bosco grounds, Villa Casa del Fiume is an enchanting haven of chic-luxury. Housed within a refurbished 17th-century rustic building, the villa is ideal for families or larger groups and comes with a private heated pool and separate pool house. Overlooking the breathtaking Tuscan countryside and coming complete with its own tennis court, outd...

Situated in the grounds of the Rosewood Castiglion del Bosco, this rustic former farmhouse has been transformed into a stunning three-bedroom luxury villa. Spread over two stories, you will be welcomed with unrivalled views over the UNESCO-listed Val d’Orcia. Rustic furnishings inspired by traditional Tuscan design blend artfully with modern amenities like flat screen TV’s, air-conditioning and wi...

Found down a sleepy tree-lined path on the grounds of the Rosewood Castiglion del Bosco, Villa Oliviera offers spellbinding views of nearby Montalcino and the UNESCO-listed Val d’Orcia from a private terrace and heated outdoor infinity pool. Originally home to the estate’s Olive Press, the villa still retains its sense of history. With classical architecture, an original Tuscan fireplace and other...

Truly kick back and relax at this Tuscan retreat. Sit at your own poolside bar with a glass of Chianti or cool off in the large infinity pool, overlooking vineyards, olive groves and rolling hills. All bedrooms are air conditioned and come with en-suite bathrooms. On the ground floor one of the bedrooms connects into a spa area with sauna, mosaic tiled steam room and a sunken Jacuzzi. The villa bo...

This delightful, palazzo-style country house is bedecked in fine fabrics, tasteful furnishings and exudes a farmhouse-style luxury and comfort. Throwing the windows wide open to the breeze in the morning, you can look out across rolling hills of verdant green countryside. At Villa Barboleta, you can immerse yourself in the charms of daily life in rural Italy. The towns and villages around you are ...

Our World, Your Way

Trust &

One of the most trusted names in luxury travel

Over 40 years’ experience in worldwide holidays

Fully bonded and protected

Travel Experts

We use our first-hand expertise to create a bespoke holiday

We’ve spent years establishing industry-leading contacts

Insider knowledge: our team travel to all our destinations

For Us,
It's Personal

We get to know you personally, so your trip is perfect for you

You’ll be looked after by your own personal Travel Specialist

From meet & greets to private transfers – we’ll make it happen

On hand when
you need us

24/7 assistance throughout your holiday

Our travel experts take care of you every step of the way

Our dedicated concierge team will take care of all the details

Your bookings are protected by our travel guarantee
Read More